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Azirine-Based Synthesis of Alkynylpyrroles
The Journal of Organic ChemistryA two-step method for the preparation of β-ethynylpyrroles from azirinyl ethynyl ketones by Wittig olefination, followed by FeCl2-catalyzed isomerization, has been developed. Azirines with various substitution patterns of the ring and the triple bond tolerate the reaction conditions of both steps, providing di-, tri-, and tetra-C-substituted β ...
Artur E. Taishev +3 more
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Stereoselective Allylation of Azirines with Allylindium Reagents.
ChemInform, 2006AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Tsunehisa Hirashita +4 more
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ChemInform Abstract: AZIRINE PHOTOCHEMISTRY, CYCLIZATION OF 2‐STYRYL‐2H‐AZIRINES TO BENZAZEPINES
Chemischer Informationsdienst, 1974AbstractDie Photolyse der isomeren Phenyl‐styryl‐azirine (I) führt zum Benzazepin (II), dessen Struktur durch Addition von Acetylendicarbonsäureester (III) zum Additionsprodukt (IV) bestätigt wird.
A. PADWA, J. SMOLANOFF
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Characterization of Azirine and Its Structural Isomers
The Journal of Physical Chemistry A, 2018The structures and spectroscopic properties of azirine (C2H3N), a nitrogen-containing three-membered cyclic molecule, and its isomers were studied with state-of-the-art ab initio quantum chemical methods. Azirine is isomeric with methyl cyanide (CH3CN) and methyl isocyanide (CH3NC)-both observed in the star-forming regions of Sgr B2.
Claire E. Dickerson +2 more
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Organic Letters, 2013
A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.
Xiaoqian, Sun +4 more
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A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.
Xiaoqian, Sun +4 more
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Reactions of azirines with N-bromosuccinimide
Tetrahedron, 1978Abstract Reaction of 2-aryl azirines with N-bromosuccinimide in dioxane or carbon tetrachloride at −23°, affords α,α'-dibromoketones, dibromoazines, bromopyrazines, 2,5-diarylpyrazines and 3,6-diarylpyrazines.
Howard Alper, Martin Laplante
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Enantioselective Reaction of 2H‐Azirines
Chemistry – An Asian Journal, 2019Abstract2H‐Azirines are useful precursors for the synthesis of a variety of chiral aziridine and amine derivatives with a range of biological activities. Owing to the ring strain and the presence of a C=N double bond, 2H‐azirines are more reactive than other types of ketimine, and undergo a range of enantioselective reactions, including reduction and ...
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Azirines, aziridines and related compounds
1991Publisher Summary This chapter reviews the most significant advances in azirine and aziridine chemistry. Synthesis of 2H-azirines is discussed. The thermal rearrangement of a vinylazide can proceed by 3,5 ring closure with elimination of N2 to afford a 2H-azirine.
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A general synthesis of 2h-azirines from olefins. Fused azirines.
Tetrahedron Letters, 1967Alfred Hassner, Frank W. Fowler
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Azirine photochemistry: cyclization of 2-styryl-2-azirines to benzazepines
Tetrahedron Letters, 1974Albert Padwa, Joel Smolanoff
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